Lead Software Engineer

Company shown to members 🔒 · Remote · Costa Rica only

Costa Rica onlySeniorPublished 2 October 2026Looks fresh

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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
Senior
Where you can live
Costa Rica only
Skills and tools
excel, react, graphql, agile

Read from the ad by Psst's rules. Check the full ad below before applying.

Job details

Where you can work
Costa Rica
Employment type
Not stated by the employer
Advertised pay
Not stated by the employer
Experience
Senior
Employer publication date
2 October 2026
First recorded by Psst
12 October 2026
Last checked at the source
10 November 2026

About the job

About the company

The company provides the leading AI operating system for the built world, that helps teams plan, connect, and perform in the workplace. As a performance-based, PE-backed company, we hire based on merit and a willingness to do what it takes to succeed long-term. You’re a great fit for the role if you’re entrepreneurial, passionate, motivated by building at light speed, and an Agentic AI early adopter. Our world-class teams operate in the US, Canada, and Costa Rica in a culture of trust, respect, growth, and impact.

About the role

As a Lead Software Engineer at the company, you'll shape the future of our workplace platform by building scalable products, leading technical execution, and raising the engineering bar across the team.

You'll combine deep technical expertise with strong engineering leadership. From architecting distributed systems to mentoring teammates and designing AI-powered engineering workflows, you'll help us deliver enterprise software that is reliable, secure, and built to scale.

This is a hands-on leadership role. We provide the platform. You drive the impact.

What you'll do

  • Lead the architecture, design, and delivery of high-performance applications using Ruby on Rails, React, and modern cloud technologies.
  • Build scalable, maintainable software that supports enterprise customers across a rapidly growing platform.
  • Design AI-assisted engineering tools, workflows, and automation that improve developer productivity, code quality, and customer outcomes.
  • Own projects end-to-end—from technical discovery through production deployment and long-term ownership.
  • Shift quality left by embedding automated testing, code quality practices, and continuous validation early in the development lifecycle.
  • Drive predictable delivery by managing scope, balancing technical debt, protecting sprint commitments, and reducing reactive work.
  • Establish performance benchmarks and continuously optimize application speed, scalability, and reliability.
  • Champion security, technical integrity, and sustainable architecture across the platform.
  • Mentor engineers through thoughtful coaching, calibrated support, code reviews, and technical leadership while encouraging increasing ownership as teammates grow.
  • Turn ambiguous product requirements into well-scoped, testable engineering work with measurable success criteria before implementation begins.
  • Partner closely with Product, Design, Engineering Leadership, and R&D Architecture to deliver cohesive technical solutions aligned to long-term strategy.
  • Lead recurring knowledge-sharing sessions, architecture discussions, retrospectives, and technical brown bags that elevate engineering excellence across the organization.

What you bring

  • 7+ years building modern full-stack applications.
  • Strong experience with Ruby on Rails and React, or equivalent expertise with modern backend and frontend technologies.
  • Experience designing scalable distributed systems serving enterprise customers.
  • Deep understanding of API design using GraphQL, REST, or similar technologies.
  • Experience with cloud platforms such as Google Cloud Platform and modern data technologies including Kafka, BigQuery, Flink, Redis, Elasticsearch, or comparable tools.
  • Proven ability to optimize application performance through benchmarking, observability, and scalability engineering.
  • Experience designing, building, or customizing AI-enabled engineering workflows—not simply using AI assistants.
  • Demonstrated success leading engineering teams through technical delivery, sprint execution, and architectural decision-making.
  • Experience serving as a team lead, rotating lead, or backup lead—including facilitating stand-ups, retrospectives, planning sessions, and coaching teammates.
  • Strong systems thinking with the ability to transform ambiguous business problems into clear technical solutions.
  • Excellent communication, collaboration, and mentoring skills.
  • AI fluency, including prompt engineering, AI workflow orchestration, evaluation of AI outputs, and responsible use of AI throughout the software development lifecycle.

Why the company?

  • High-Performance Culture : At the company, we believe in the power of accountability, focus, and drive. Our A-Player team members work together to deliver measurable, meaningful results. We recognize and reward those who push boundaries and achieve excellence.
  • Ownership and Accountability : We trust our employees to take full ownership of their roles, providing the autonomy to innovate and the support to succeed. We seek individuals who are self-motivated and thrive in an environment where they can drive impactful outcomes.
  • Technology-Forward : As a company invested in cutting-edge technology, we integrate AI and other advanced solutions across our platform to enhance productivity, customer experience, and process efficiency. Our team members are excited by the potential of AI and proactively explore ways it can drive our success.
  • Growth Mindset : Continuous learning and improvement are integral to our culture. We encourage our team to embrace challenges, seek knowledge, and develop both personally and professionally.
  • Innovation and Agility : We foster a dynamic, fast-paced environment where fresh ideas and bold solutions are celebrated. We embrace change and thrive on turning challenges into opportunities, with a team that is agile, proactive, and resilient.
  • Collaborative, Results-Driven Environment : We value purposeful collaboration that leads to shared success and stronger results. While our team members are independent, they recognize the value of working together to drive our mission forward.
  • Competitive Benefits and Rewards : the company offers comprehensive and competitive benefits packages globally, designed to support our team’s health, well-being, and financial security. We invest in our people so they can excel.

The company is committed to building and promoting a diverse workforce and celebrates the unique qualities that individuals of various backgrounds and experiences offer. We are committed to basing all employment-related decisions upon valid job-related factors without regard to race, color, sex (including pregnancy, sexual orientation, and gender identity), age, religion, national origin, genetic information, military status, veteran status, physical or mental disability, or any other status protected by law.

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